6-METHOXY-2-NAPHTHYLACETIC ACID
- Product Name
- 6-METHOXY-2-NAPHTHYLACETIC ACID
- CAS No.
- 23981-47-7
- Chemical Name
- 6-METHOXY-2-NAPHTHYLACETIC ACID
- Synonyms
- 6-MNA;BRL 10720;Desmethyl Naproxe;DESMETHYL NAPROXEN;α-Demethylnaproxen;Naproxen Impurity I;Naproxen EP impurity I;alpha-Demethylnaproxen;6-metossi-2-naphtilacetico;6-METHOXY-2-NAPHTHYLACETIC ACID
- CBNumber
- CB9249046
- Molecular Formula
- C13H12O3
- Formula Weight
- 216.23
- MOL File
- 23981-47-7.mol
6-METHOXY-2-NAPHTHYLACETIC ACID Property
- Melting point:
- 170-172°C
- Boiling point:
- 408.8±20.0 °C(Predicted)
- Density
- 1.235
- RTECS
- QJ1045000
- storage temp.
- Sealed in dry,2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 4.35±0.30(Predicted)
- form
- Off-white solid.
- color
- Off-White to Yellow
Safety
- Hazard Codes
- Xn,Xi,N
- Risk Statements
- 22-36/37/38-37/38-41-50
- Safety Statements
- 26-39-61
- HS Code
- 2916399090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- CDS014591
- Product name
- 6-methoxy-2-naphthylacetic acid
- Purity
- Aldrich<SUP>CPR</SUP>
- Packaging
- 100 mg
- Price
- $330
- Updated
- 2025/07/31
- Product number
- 08137
- Product name
- 2-(6-Methoxynaphthalen-2-yl)acetic acid
- Purity
- pharmaceutical impurity standard
- Packaging
- 50mg
- Price
- $574
- Updated
- 2025/07/31
- Product number
- M3326
- Product name
- 2-(6-Methoxynaphthalen-2-yl)acetic Acid
- Purity
- min. 95.0 %
- Packaging
- 100MG
- Price
- $90
- Updated
- 2025/07/31
- Product number
- 70620
- Product name
- 6-methoxy Naphthalene Acetic Acid
- Purity
- ≥99%
- Packaging
- 5mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 70620
- Product name
- 6-methoxy Naphthalene Acetic Acid
- Purity
- ≥99%
- Packaging
- 10mg
- Price
- $61
- Updated
- 2024/03/01
6-METHOXY-2-NAPHTHYLACETIC ACID Chemical Properties,Usage,Production
Chemical Properties
Yellow Solid
Uses
A metabolite of Nabumetone. A competitive, non-selective COX inhibitor.
Definition
ChEBI: (6-methoxy-2-naphthyl)acetic acid is a monocarboxylic acid consisting of 2-naphthylacetic acid having a methoxy substituent at the 6-position. The active metabolite of the prodrug nabumetone. It has a role as an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, a drug metabolite and a xenobiotic metabolite. It is a monocarboxylic acid and a methoxynaphthalene. It is functionally related to a 2-naphthylacetic acid.
Biological Activity
6-methoxy naphthalene acetic acid is a competitive and non-selective cox inhibitor with ki values of 21 and 19 μm for ovine cox-1 and -2, respectively [1][2][3].cyclooxygenase (cox), also known as prostaglandin-endoperoxide synthase (ptgs, pghs), is an enzyme responsible for formation of prostanoids, including thromboxane and prostaglandins such as prostacyclin. cox-1 is the constitutive isoform and is mainly responsible for the synthesis of cytoprotective prostaglandins in the gastrointestinal tract (gi) and of the proaggregatory thromboxane in blood platelets. cox-2 is inducible and short-lived that is stimulated by endotoxin, cytokines, and mitogens. cox-2 plays important roles in prostaglandin biosynthesis in inflammatory cells the central nervous system [1][2].6-methoxy naphthalene acetic acid (6-mna) is a competitive and non-selective cox inhibitor with ki values of 21 and 19 μm for ovine cox-1 and -2, respectively [1][2]. 6-mna is a metabolite of nebumetome. 6-mna inhibited human recombinant cox-1 and -2 with ic50 values of 70 and 20 μm, respectively [1].
References
[1]. barnett j, chow j, ives d, et al. purification, characterization and selective inhibition of human prostaglandin g/h synthase 1 and 2 expressed in the baculovirus system. biochim biophys acta. 1994 nov 16;1209(1):130-9.
[2]. johnson jl, wimsatt j, buckel sd, et al. purification and characterization of prostaglandin h synthase-2 from sheep placental cotyledons. arch biochem biophys. 1995 dec 1;324(1):26-34.
[3]. laneuville o1, breuer dk, dewitt dl, et al. differential inhibition of human prostaglandin endoperoxide h synthases-1 and -2 by nonsteroidal anti-inflammatory drugs. j pharmacol exp ther. 1994 nov;271(2):927-34.
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